How are ethers named and made? The Williamson synthesis is the main route. You see why ethers boil low and how hydrogen iodide cleaves them. You see how an aryl ether reacts on its ring, and how to store and use ethers safely.
3 lessons, about 1 h 15 min3 simulations10 problems3 practice questionsPython in every lesson
An ether has an oxygen atom between two carbon groups, R-O-R'. It is named as an alkoxyalkane. Ethers are made by heating a primary alcohol with acid, or better, by the Williamson synthesis, where an alkoxide attacks a primary alkyl halide.
Ethers boil far below alcohols of the same molar mass, because they cannot donate a hydrogen bond. They are unreactive, which makes them good solvents, but hydrogen iodide cleaves the C-O bond. Iodide attacks the less crowded carbon, or the tertiary carbon if there is one. An aryl-oxygen bond is not cleaved.
The OR group of an aryl ether pushes electrons into the ring. Anisole is therefore substituted at the ortho and para positions, with the para product in the larger amount. Ethers are valuable solvents and fuels. Their vapour is very flammable, and they form explosive peroxides on storage.
Log in to join the discussion.
Loading…